| Jan 1 | 1 | Jan 1 | Mon | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Jack Roberts Memorial NYD Race | | PUR | | results | Info | Results |
| Feb 07 | 2 | Feb 07 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Race Tactics and Sail Technology | | Soc | | past | Info | RSVP Closed |
| Feb 24,25 | 3 | Feb 24,25 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harken #1 Optimist Spring Regatta | | Jr | | results | Info | Results |
| Mar 14 | 4 | Mar 14 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | The Quest to Sail Around The World Solo | | Soc | | past | Info | RSVP Closed |
| Apr 04 | 5 | Apr 04 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Challenges and Triumphs of the Blind Sailor | | Soc | | past | Info | RSVP Closed |
| Apr 8 | 6 | Apr 8 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Harris Spring Regatta | | HCP | | results | Info | Results |
| Apr 18... | 7 | Apr 18,25,May 2,9,16,23,30,Jun 6,13,20,27,Jul 11,18,25,Aug 1,8,15,22,29,Sep 5 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | Sunset Series | | HCP | | results | Info | Results |
| May 2,... | 8 | May 2,9,16,23,30,Jun 6,13,20 | Wed | Day | CBYRA | 5,479.0 | 357 | St. Michaels Wed Racing | Season | | HCP | | past | Info | Results |
| May 16... | 9 | May 16,23,30,Jun 6,13 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Spring Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| May 16... | 10 | May 16,23,30,Jun 6,13,20 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Spring Series | Y | HCP | | results | Info | Results |
| May 16 | 11 | May 16 | Wed | Eve | MBSA | 5,259.5 | 9 | Constit. YC | Constitution YC Skippers Meeting | | Soc | | past | Info | RSVP Closed |
| May 17... | 12 | May 17,24,31,Jun 7,14 | Thu | Eve | SCYA | 7,825.4 | 172 | California YC | Starlight Series | | OD | | past | Info | Reg Closed |
| May 20 | 13 | May 20 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 1 | Y | HCP | pac | results | Info | Results |
| May 23... | 14 | May 23,30,Jun 6,13,20 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Spring Series | | HCP | F18 | results | Info | Results |
| May 23... | 15 | May 23,30,Jun 6,13,20,27 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Spring Evening Series | Y | HCP | CNR | results | Info | Results |
| May 23... | 16 | May 23,30,Jun 6,13,20,27,Jul 11,18,25,Aug 1,8,15,22,29 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | WEDNESDAY SUMMER SERIES | | HCP | | results | Info | Results |
| May 23... | 17 | May 23,30,Jun 6,13,20,27,Jul 11,18 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC Boston Wed Evening Races - Spring Series | Y | HCP | | results | Info | Results |
| May 24... | 18 | May 24,31,Jun 7,14,21,28,Jul 5,12,19,26,Aug 2,9,16,23,30,Sep 6,13 | Thu | Eve | GMORA | 5,239.6 | 71 | Portland YC | PYC Thursday Night Series | | HCP | | results | Info | Results |
| May 26 | 19 | May 26 | Sat | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Memorial Day Regatta | Y | HCP | | results | Info | Results |
| Jun 1,2,3 | 20 | Jun 1,2,3 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | Cal Cup | | OD | | results | Info | Results |
| Jun 02 | 21 | Jun 02 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | CRW Shirt Sales | | Soc | | past | Info | RSVP Closed |
| Jun 2,3 | 22 | Jun 2,3 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | Cal Race Week | | HCP | | results | Info | Results |
| Jun 6 | 23 | Jun 6 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Rumble I - Hingham Bay - ORRez Regatta | | HCP | | past | Info | Results |
| Jun 9 | 24 | Jun 9 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Centerboard Regatta | | HCP | Ovr, WE | results | Info | Results |
| Jun 10 | 25 | Jun 10 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Summerset Regatta | Y | HCP | Q | results | Info | Results |
| Jun 12... | 26 | Jun 12,19,26,Jul 3,10,24,31,Aug 7,21,28,Sep 4 | Tue | Eve | GMORA-P | 5,192.9 | 74 | Rockland YC | RYC Tuesday Night Series | | HCP | | results | Info | Results |
| Jun 14... | 27 | Jun 14,21,28,Jul 12,19,26,Aug 2,9,16,23,30 | Thu | Eve | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Twilight Series | | OD | | results | Info | Results |
| Jun 15 | 28 | Jun 15 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #1 | | PUR | | results | Info | Results |
| Jun 16... | 29 | Jun 16,17,Jul 28,29 | Sat,... | Day | GMORA-P | 5,192.6 | 79 | Camden YC | CYC Summer PHRF Series | | HCP | Ovr, PB | results | Info | Results |
| Jun 16 | 30 | Jun 16 | Sat | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | Constitution YC Spring Regatta | | HCP | Q | results | Info | Results |
| Jun 16 | 31 | Jun 16 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Pilot Regatta | | HCP | Ovr, WE | results | Info | Results |
| Jun 17 | 32 | Jun 17 | Sun | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | 24th Annual Hospice Regatta for Care Dimensions | | HCP | Q | results | Info | Results |
| Jun 20... | 33 | Jun 20,27,Jul 11,25,Aug 1 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Summer Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Jun 22... | 34 | Jun 22,Jul 20,Aug 3,17 | Fri | Eve | MBSA | 5,257.9 | 154 | Savin Hill YC | Savin Hill PHRF Twilight Series | | HCP | | results | Info | Results |
| Jun 23 | 35 | Jun 23 | Sat | Day | GMORA-W | 5,236.3 | 73 | Harraseeket YC | HYC Regatta | | PUR | Ovr, WE | results | Info | Results |
| Jun 23 | 36 | Jun 23 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Rockland Yacht Club Solstice Race | | HCP | Ovr, PB | results | Info | Results |
| Jun 23 | 37 | Jun 23 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Solstice Regatta - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jun 24 | 38 | Jun 24 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Patton Bowl | | HCP | | results | Info | Results |
| Jun 24... | 39 | Jun 24,Jul 22,Aug 5,12,19 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Commodores Cup Fleet Races | | HCP | Ovr, BB | results | Info | Results |
| Jun 27... | 40 | Jun 27,Jul 4,11,18,25 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Early Summer Series | | HCP | F18 | results | Info | Results |
| Jun 27... | 41 | Jun 27,Jul 11,18,25,Aug 1,8 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Summer Series | Y | HCP | | results | Info | Results |
| Jun 29 | 42 | Jun 29 | Fri | OvrNt | MBSA-N | 5,250.6 | 7 | Eastern YC | Lambert Overnight Ocean Race | | HCP | | results | Info | Results |
| Jun 30... | 43 | Jun 30,Jul 7,15,22,28,Aug 4 | Sat,... | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | JOHN SHORT RACE | | HCP | Ovr, PB | results | Info | Results |
| Jul 1 | 44 | Jul 1 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Round Southport Race | | PUR | Ovr, BB | past | Info | Results |
| Jul 4 | 45 | Jul 4 | Wed | Day | GMORA | 5,239.6 | 71 | Portland YC | Schooner Trophy Race | | HCP | | results | Info | Results |
| Jul 4 | 46 | Jul 4 | Wed | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - PHRF | | HCP | Q | results | Info | Results |
| Jul 4 | 47 | Jul 4 | Wed | Day | MBSA-N | 5,250.6 | 7 | Eastern YC | EYC Annual Regatta - ORR | | HCP | | results | Info | Results |
| Jul 6 | 48 | Jul 6 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #2 | | PUR | | results | Info | Results |
| Jul 7 | 49 | Jul 7 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Scorpion Bowl - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Jul 7 | 50 | Jul 7 | Sat | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Bluewater Regatta | | HCP | Ovr, WE | results | Info | Results |
| Jul 7 | 51 | Jul 7 | Sat | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Paper Cup Regatta | | HCP | | past | Info | Results |
| Jul 8 | 52 | Jul 8 | Sun | Day | MBSA-N | 5,251.2 | 44 | Marblehead YC | Clemson Chase Race | | PUR | P | results | Info | Results |
| Jul 8 | 53 | Jul 8 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 2 | Y | HCP | pac | results | Info | Results |
| Jul 8 | 54 | Jul 8 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Henry Reath Pursuit Race | | PUR | | past | Info | Reg Closed |
| Jul 8 | 55 | Jul 8 | Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Hosea White Race | | HCP | | results | Info | Results |
| Jul 11... | 56 | Jul 11,18,25,Aug 1,8,15 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Summer Evening Series | Y | HCP | CNR | results | Info | Results |
| Jul 14 | 57 | Jul 14 | Sat | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | S.S. Crocker Memorial Race | | PUR | P | results | Info | Results |
| Jul 14,15 | 58 | Jul 14,15 | Sat,Sun | Day | GMORA-P | 5,194.1 | 159 | Front Street Shipyard | PHRF-ME State Championship / Penobscot PHRF Regatta | | HCP | Ovr, PB | results | Info | Results |
| Jul 14 | 59 | Jul 14 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Constitution Cup | | HCP | Q | results | Info | Results |
| Jul 14,15 | 60 | Jul 14,15 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Juniors | | Jr | | past | Info | Results |
| Jul 14,15 | 61 | Jul 14,15 | Sat,Sun | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Lipton Cup Regatta Seniors | | HCP | | past | Info | Results |
| Jul 15 | 62 | Jul 15 | Sun | Day | MBSA-N | 5,250.4 | 3 | Corinthian Marblehead | Midsummer Ocean Race | Y | HCP | | past | Info | Results |
| Jul 15 | 63 | Jul 15 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | Hospice of Hancock County Cruising Class Race | | HCP | Ovr | past | Info | |
| Jul 15 | 64 | Jul 15 | Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Jr. Program Foundation Cup Regatta | | HCP | Ovr, BB | past | Info | Results |
| Jul 18 | 65 | Jul 18 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Rumble II | Y | HCP | | results | Info | Results |
| Jul 20 | 66 | Jul 20 | Fri | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | Classic Yacht Race | | PUR | | results | Info | Results |
| Jul 20 | 67 | Jul 20 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl OCS (Day Race) | | HCP | | results | Info | Results |
| Jul 20 | 68 | Jul 20 | Fri | OvrNt | MBSA-N | 5,251.1 | 6 | Boston YC | Beringer Bowl Night Start | | HCP | Q | results | Info | Results |
| Jul 21 | 69 | Jul 21 | Sat | Day | SCYA | 7,825.4 | 172 | California YC | Summer Regatta | | HCP | | results | Info | Results |
| Jul 21,22 | 70 | Jul 21,22 | Sat,Sun | Day | GMORA | 5,172.6 | 100 | Kollegewidgwok YC | True Blue Spencer Evans Laser Regatta | | OD | | past | Info | Results |
| Jul 21 | 71 | Jul 21 | Sat | Day | GMORA-B | 5,215.4 | 75 | Southport YC | Seguin Island Trophy Race | | HCP | Ovr, BB | results | Info | Results |
| Jul 21... | 72 | Jul 21,25,28,Aug 1,8,11,15,18,22,25 | Sat,... | Day | GMORA | 5,172.6 | 100 | Kollegewidgwok YC | 2018 Atlantic Series | | OD | | past | Info | Reg Closed |
| Jul 21,22 | 73 | Jul 21,22 | Sat,Sun | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Invitational Regatta | | HCP | Ovr, PB | results | Info | Results |
| Jul 23... | 74 | Jul 23,24,25 | Mon,... | Day | MBSA-N | 5,250.6 | 81 | Pleon YC | Marblehead Junior Race Week | | Jr | | results | Info | Results |
| Jul 25... | 75 | Jul 25,Aug 2 | Wed,Thu | Day | GMORA-W | 5,240.0 | 72 | Centerboard YC | Lime Regatta | | HCP | | results | Info | Results |
| Jul 25... | 76 | Jul 25,Aug 1,8,15,22,29,Sep 5,12 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC Boston PHRF Wed Races Summer Series | Y | HCP | | results | Info | Results |
| Jul 26,27 | 77 | Jul 26,27 | Thu,Fri | Day | MBSA-S | 5,250.2 | 1 | Hull YC | Junior Scorpion Bowl | | Jr | | results | Info | Results |
| Jul 27,28 | 78 | Jul 27,28 | Fri,Sat | Day | GMORA-P | 5,192.7 | 80 | Camden Classics Cup | Camden Classics Cup | | HCP | Ovr, PB | results | Info | Results |
| Jul 27 | 79 | Jul 27 | Fri | Day | MBSA-S | 5,259.5 | 9 | Constit. YC | June Moon Chase Race | | PUR | P | results | Info | Results |
| Jul 27... | 80 | Jul 27,28,29 | Fri,... | Day | SCYA | 7,825.4 | 172 | California YC | CFJ Nationals | | Jr | | results | Info | Results |
| Jul 27 | 81 | Jul 27 | Fri | OvrNt | MBSA-N | 5,251.2 | 44 | Marblehead YC | Downeast Challenge | | HCP | Ovr, BB | results | Info | Results |
| Jul 28,29 | 82 | Jul 28,29 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | 44th Annual BHYC Regatta | | HCP | Ovr, BB | results | Info | Results |
| Jul 28 | 83 | Jul 28 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Round the Salvages Pursuit Rac | | PUR | | results | Info | Results |
| Jul 28 | 84 | Jul 28 | Sat | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Scituate Invitational- All Invited | | HCP | H, Q | results | Info | Results |
| Jul 31... | 85 | Jul 31,Aug 1 | Tue,Wed | Day | GMORA | 5,236.3 | 73 | Harraseeket YC | Youth Regatta | | Jr | | results | Info | Results |
| Jul 31 | 86 | Jul 31 | Tue | Day | MBSA | 0.0 | 116 | Winchester Boat Club | N10 Midgets Regatta | | Jr | | past | Info | Results |
| Aug 1,... | 87 | Aug 1,8,15,22,29 | Wed | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Late Summer Series | | HCP | F18 | results | Info | Results |
| Aug 2 | 88 | Aug 2 | Thu | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | N-10 Junior Championship | | Jr | | results | Info | Results |
| Aug 4 | 89 | Aug 4 | Sat | Day | MBSA | 5,253.2 | 8 | Jubilee YC | Phil Small Regatta | | HCP | Q | results | Info | Results |
| Aug 4,5 | 90 | Aug 4,5 | Sat,Sun | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | CPYC Youth Regatta to Benefit Make A Wish | | Jr | | results | Info | Results |
| Aug 4,5 | 91 | Aug 4,5 | Sat,Sun | Day | MBSA-S | 5,255.8 | 11 | Cottage Park YC | Snipe District #1 Championships @ the CPYC Regatta to Benefit Make-A-Wish | | OD | | results | Info | Results |
| Aug 4,5 | 92 | Aug 4,5 | Sat,Sun | Day | MBSA-N | 5,255.8 | 11 | Cottage Park YC | CPYC RegattaTo Benefit Make-A-Wish One Design | | OD | | results | Info | Results |
| Aug 4 | 93 | Aug 4 | Sat | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | 24th Annual Pursuit Race to Benefit Make-A-Wish | | PUR | P | results | Info | Results |
| Aug 5 | 94 | Aug 5 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | Pacific Cup Deepwater Series Race 3 | Y | PUR | pac | results | Info | Results |
| Aug 5 | 95 | Aug 5 | Sun | Day | GMORA-P | 5,189.5 | 275 | Stockton Harbor SC | Turtle Head Trot | | HCP | Ovr, PB | past | Info | Results |
| Aug 5 | 96 | Aug 5 | Sun | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Gloucester Ocean Pursuit Race | | PUR | P | results | Info | Results |
| Aug 8,... | 97 | Aug 8,15,29,Sep 5,12 | Wed | Eve | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Flashlight Series - Hingham Bay - ORRez Regatta | Y | HCP | B | results | Info | Results |
| Aug 10 | 98 | Aug 10 | Fri | Eve | MBSA | 5,250.6 | 7 | Eastern YC | EYC Summer Pursuit Race #3 | | PUR | | results | Info | Results |
| Aug 11 | 99 | Aug 11 | Sat | OvrNt | GMORA-W | 5,239.6 | 71 | Portland YC | Monhegan Island Races | | HCP | Ovr, WE | results | Info | Results |
| Aug 11 | 100 | Aug 11 | Sat | Day | MBSA | 5,259.1 | 41 | Courageous SC | Flip Flop Regatta | | PUR | P | results | Info | Results |
| Aug 11,12 | 101 | Aug 11,12 | Sat,Sun | Day | SCYA | 7,825.4 | 172 | California YC | King of Spain | | OD | | results | Info | Results |
| Aug 15... | 102 | Aug 15,22,29,Sep 5,12,26 | Wed | Eve | MBSA-N | 5,251.1 | 6 | Boston YC | Wednesday Evening Fall Series | Y | HCP | | results | Info | Results |
| Aug 16... | 103 | Aug 16,17,18 | Thu,... | Day | ECSA | 5,320.8 | 285 | Madison Beach Club | Atlantic Nationals | | OD | | results | Info | Results |
| Aug 18 | 104 | Aug 18 | Sat | Day | MBSA-S | 5,255.8 | 51 | Squantum YC | Finlay Cup | | OD | | past | Info | Results |
| Aug 18 | 105 | Aug 18 | Sat | Day | GMORA-W | 5,239.7 | 77 | Natl. MS Society | MS Harborfest Regatta | | HCP | Ovr, WE | results | Info | Results |
| Aug 18 | 106 | Aug 18 | Sat | Day | MBSA-S | 5,249.5 | 26 | Hingham YC | Hingham YC Hitchcock Trophy | Y | HCP | H, Q | results | Info | Results |
| Aug 19 | 107 | Aug 19 | Sun | Day | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | CPYC JFK Regatta | | HCP | Q | results | Info | Results |
| Aug 19 | 108 | Aug 19 | Sun | Day | GMORA-P | 5,183.2 | 138 | Castine YC | Castine Cup | | HCP | | past | Info | Results |
| Aug 22... | 109 | Aug 22,29,Sep 5,12,19,26 | Wed | Eve | MBSA-S | 5,259.5 | 9 | Constit. YC | Fall Evening Series | Y | HCP | CNR | results | Info | Results |
| Aug 22 | 110 | Aug 22 | Wed | Eve | MBSA-S | 5,255.9 | 12 | Boston Harbor Handicap Racing | Rumble III | | HCP | | results | Info | Results |
| Aug 25 | 111 | Aug 25 | Sat | Day | GMORA-P | 5,192.6 | 79 | Camden YC | Camden Yacht Club Solo Challange | | PUR | Ovr | results | Info | Results |
| Aug 25,26 | 112 | Aug 25,26 | Sat,Sun | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Thunderbird Spirit Series | | OD | | results | Info | Results |
| Aug 25,26 | 113 | Aug 25,26 | Sat,Sun | Day | GMORA-B | 5,214.3 | 78 | Boothbay Harbor YC | J/80 East Coast Championship | | OD | BB | results | Info | Results |
| Aug 26 | 114 | Aug 26 | Sun | Day | GMORA-E | 5,240.0 | 84 | NE Habor Fleet | The Max Warburg Pursuit Races (Two) | | PUR | Ovr | past | Info | Reg Not Open |
| Sep 1 | 115 | Sep 1 | Sat | Day | MBSA-N | 5,243.2 | 14 | Eastern Point YC | Bobbie Veltman Memorial Race | | HCP | | results | Info | Results |
| Sep 2,... | 116 | Sep 2,9,16,23,30 | Sun | Day | MBSA-S | 5,241.4 | 32 | Scituate Sailing | Fall Sunday Series | | HCP | F18 | results | Info | Results |
| Sep 3 | 117 | Sep 3 | Mon | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Sail Salem Pursuit Race | | PUR | P | results | Info | Results |
| Sep 5,... | 118 | Sep 5,12,19,26,Oct 3 | Wed | Eve | GMORA-W | 5,240.0 | 72 | Centerboard YC | Wednesday Fall Series | | HCP | | results | Info | Results |
| Sep 8 | 119 | Sep 8 | Sat | Day | MBSA-N | 5,253.2 | 8 | Jubilee YC | Jubilee Annual Regatta | | HCP | Q | results | Info | Results |
| Sep 8 | 120 | Sep 8 | Sat | Day | GMORA-P | 5,193.9 | 143 | Northport Yacht Club | AROUND ISLESBORO RACE | | HCP | Ovr, PB | results | Info | Results |
| Sep 8 | 121 | Sep 8 | Sat | Day | MBSA-S | 5,259.2 | 16 | Boston Harbor Now | Boston Harbor Islands Regatta | | PUR | P | results | Info | Results |
| Sep 12 | 122 | Sep 12 | Wed | Day | SCYA | 7,825.4 | 172 | California YC | King of the Hill | | PUR | | results | Info | Results |
| Sep 14... | 123 | Sep 14,15,15,16 | Fri,... | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Star Fleet District 1 Championship | | OD | | results | Info | Results |
| Sep 14 | 124 | Sep 14 | Fri | Eve | MBSA | 5,250.2 | 1 | Hull YC | Chase Race Merchandise | | Soc | | past | Info | RSVP Closed |
| Sep 15 | 125 | Sep 15 | Sat | Day | MBSA-S | 5,250.2 | 1 | Hull YC | HYC Great Chase Race | | PUR | P | results | Info | Results |
| Sep 15 | 126 | Sep 15 | Sat | Eve | MBSA | 5,250.2 | 1 | Hull YC | GCR Mega Duck Fund | | Soc | | past | Info | RSVP Closed |
| Sep 15 | 127 | Sep 15 | Sat | Day | GMORA-P | 5,192.9 | 74 | Rockland YC | Maine Rocks Race | | HCP | Ovr, PB | results | Info | Results |
| Sep 15 | 128 | Sep 15 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Fall Series Race #1 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 16 | 129 | Sep 16 | Sun | Day | PSA | 5,255.9 | 36 | Piscataqua Sailing Association | Gosport Regatta | | PUR | | results | Info | Results |
| Sep 16 | 130 | Sep 16 | Sun | Day | GMORA-W | 5,239.7 | 144 | Handy Boat | 46th Annual Handy Boat/Hallett Sails Regatta | | HCP | | past | Info | Results |
| Sep 16 | 131 | Sep 16 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | James R Hodder Regatta | Y | HCP | | results | Info | Results |
| Sep 22 | 132 | Sep 22 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | PYC Lightship Race Sept 22 (Fall Series Race #2) | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 22,23 | 133 | Sep 22,23 | Sat,Sun | Day | GMORA-W | 5,239.5 | 85 | Etchells Fleet 27 @ Portland YC | Fleet 27: Lobster Bowl Regatta | | OD | | results | Info | Results |
| Sep 22 | 134 | Sep 22 | Sat | Day | MBSA-S | 5,251.4 | 2 | Hingham Bay Racing | Chowder Cup - Hingham Bay - ORRez Regatta | Y | HCP | H, Q | results | Info | Results |
| Sep 23 | 135 | Sep 23 | Sun | Day | MBSA-N | 5,248.6 | 29 | Manchester YC | MYC Fall Series | | HCP | Q | results | Info | Results |
| Sep 29 | 136 | Sep 29 | Sat | Day | MBSA-S | 5,257.9 | 154 | Savin Hill YC | Boston Light Race | | PUR | P | results | Info | Results |
| Sep 29 | 137 | Sep 29 | Sat | Eve | SCYA | 7,825.4 | 172 | California YC | Sanguinetti Team Race | | Soc | | past | Info | RSVP Closed |
| Sep 29 | 138 | Sep 29 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Fall Series Race #3 | Y | HCP | Ovr, WE | results | Info | Results |
| Sep 30 | 139 | Sep 30 | Sun | Day | MBSA-N | 5,251.1 | 6 | Boston YC | Marblehead Chowder Cup | | HCP | Q | results | Info | Results |
| Oct 6 | 140 | Oct 6 | Sat | Day | MBSA | 5,250.6 | 7 | Eastern YC | EYC Pot Luck Pursuit Race | | PUR | | results | Info | Results |
| Oct 6 | 141 | Oct 6 | Sat | Day | GMORA-W | 5,239.6 | 71 | Portland YC | Fall Series Race #4 | Y | HCP | Ovr, WE | results | Info | Results |
| Nov 11 | 142 | Nov 11 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Match Racing Champs | | Soc | | past | Info | RSVP Closed |
| Nov 11 | 143 | Nov 11 | Sun | Eve | MBSA | 5,259.5 | 9 | Constit. YC | CYC Annual Meeting and Brunch | | Soc | | past | Info | RSVP Closed |
| Nov 16 | 144 | Nov 16 | Fri | Eve | MBSA | 0.0 | 4 | Mass Bay Sailing | MBSA Awards Dinner | | Soc | | results | Info | RSVP Closed |
| Dec 2 | 145 | Dec 2 | Sun | Day | SCYA | 7,825.4 | 172 | California YC | J/70 Class West Coast Winter Series - Race #1 | Y | OD | | results | Info | Results |
| Dec 16 | 146 | Dec 16 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Frostbite MR #1 | | Soc | | results | Info | RSVP Closed |
| Dec 16 | 147 | Dec 16 | Sun | Eve | SCYA | 7,825.4 | 172 | California YC | Frostbite Match Racing | | Soc | | results | Info | RSVP Closed |
| Aug 17 | 148 | Aug 17 | Sat | Day | GMORA-P | 5,183.2 | 138 | Castine YC | Maine Retired Skippers Race | | PUR | | past | Info | Results |